WO2000010995A1 - Nouvelle forme de sel de pantoprazole - Google Patents
Nouvelle forme de sel de pantoprazole Download PDFInfo
- Publication number
- WO2000010995A1 WO2000010995A1 PCT/EP1999/005928 EP9905928W WO0010995A1 WO 2000010995 A1 WO2000010995 A1 WO 2000010995A1 EP 9905928 W EP9905928 W EP 9905928W WO 0010995 A1 WO0010995 A1 WO 0010995A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- pantoprazoie
- magnesium
- magnesium dihydrate
- dihydrate
- sodium sesquihydrate
- Prior art date
Links
- IQPSEEYGBUAQFF-UHFFFAOYSA-N Pantoprazole Chemical compound COC1=CC=NC(CS(=O)C=2NC3=CC=C(OC(F)F)C=C3N=2)=C1OC IQPSEEYGBUAQFF-UHFFFAOYSA-N 0.000 title abstract description 3
- 229960005019 pantoprazole Drugs 0.000 title abstract 2
- 150000003839 salts Chemical group 0.000 title description 6
- DCUGZOBNIZLALZ-UHFFFAOYSA-N magnesium;dihydrate Chemical compound O.O.[Mg] DCUGZOBNIZLALZ-UHFFFAOYSA-N 0.000 claims description 22
- JNOJDURFZLCLSX-UHFFFAOYSA-N O.O.O.[Na].[Na] Chemical compound O.O.O.[Na].[Na] JNOJDURFZLCLSX-UHFFFAOYSA-N 0.000 claims description 14
- 239000003814 drug Substances 0.000 claims description 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 4
- 238000011282 treatment Methods 0.000 claims description 3
- 208000035475 disorder Diseases 0.000 claims description 2
- 210000002784 stomach Anatomy 0.000 claims description 2
- 210000000936 intestine Anatomy 0.000 claims 1
- 159000000003 magnesium salts Chemical class 0.000 abstract description 10
- 150000004683 dihydrates Chemical class 0.000 abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 11
- 239000007787 solid Substances 0.000 description 6
- PWWDEIMGEBPTJL-UHFFFAOYSA-N 1-(pyridin-2-ylmethylsulfinyl)benzimidazole Chemical class C1=NC2=CC=CC=C2N1S(=O)CC1=CC=CC=N1 PWWDEIMGEBPTJL-UHFFFAOYSA-N 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000008213 purified water Substances 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- CRGZYKWWYNQGEC-UHFFFAOYSA-N magnesium;methanolate Chemical compound [Mg+2].[O-]C.[O-]C CRGZYKWWYNQGEC-UHFFFAOYSA-N 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- SUBDBMMJDZJVOS-UHFFFAOYSA-N 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole Chemical compound N=1C2=CC(OC)=CC=C2NC=1S(=O)CC1=NC=C(C)C(OC)=C1C SUBDBMMJDZJVOS-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- -1 are disclosed Chemical class 0.000 description 2
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- DHRRIBDTHFBPNG-UHFFFAOYSA-L magnesium dichloride hexahydrate Chemical compound O.O.O.O.O.O.[Mg+2].[Cl-].[Cl-] DHRRIBDTHFBPNG-UHFFFAOYSA-L 0.000 description 2
- 229940091250 magnesium supplement Drugs 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- YREYEVIYCVEVJK-UHFFFAOYSA-N rabeprazole Chemical compound COCCCOC1=CC=NC(CS(=O)C=2NC3=CC=CC=C3N=2)=C1C YREYEVIYCVEVJK-UHFFFAOYSA-N 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 2
- 108091006112 ATPases Proteins 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 102000057290 Adenosine Triphosphatases Human genes 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000036765 blood level Effects 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- HHFAWKCIHAUFRX-UHFFFAOYSA-N ethoxide Chemical compound CC[O-] HHFAWKCIHAUFRX-UHFFFAOYSA-N 0.000 description 1
- 230000027119 gastric acid secretion Effects 0.000 description 1
- 229940050410 gluconate Drugs 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- MJIHNNLFOKEZEW-UHFFFAOYSA-N lansoprazole Chemical compound CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1 MJIHNNLFOKEZEW-UHFFFAOYSA-N 0.000 description 1
- 229960003174 lansoprazole Drugs 0.000 description 1
- QWDJLDTYWNBUKE-UHFFFAOYSA-L magnesium bicarbonate Chemical compound [Mg+2].OC([O-])=O.OC([O-])=O QWDJLDTYWNBUKE-UHFFFAOYSA-L 0.000 description 1
- 229960002337 magnesium chloride Drugs 0.000 description 1
- 235000011147 magnesium chloride Nutrition 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 229940050906 magnesium chloride hexahydrate Drugs 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229960000381 omeprazole Drugs 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
- 229960005235 piperonyl butoxide Drugs 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- IKNCGYCHMGNBCP-UHFFFAOYSA-N propan-1-olate Chemical compound CCC[O-] IKNCGYCHMGNBCP-UHFFFAOYSA-N 0.000 description 1
- 229960004157 rabeprazole Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- NASFKTWZWDYFER-UHFFFAOYSA-N sodium;hydrate Chemical compound O.[Na] NASFKTWZWDYFER-UHFFFAOYSA-N 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
Definitions
- the present invention relates to a novel salt form of the active compound pantoprazoie.
- the novel salt form can be employed in the pharmaceutical industry for the preparation of medicaments.
- Pyridin-2-ylmethylsulfinyl-1 H-benzimidazoles such as are disclosed, for example, in EP-A-0005129, EP-A-0166287, EP-A-0174726 and EP-A-0268956, have, on account of their H + /K + ATPase-inhibiting action, considerable importance in the therapy of diseases which are due to increased gastric acid secretion.
- Examples of commercially available active compounds from this group are 5-methoxy- 2-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methylsulfinyl]-1 H-benzimidazole (INN: omeprazole),
- a common property of the abovementioned pyridin-2-ylmethylsulfinyl-1 H-benzimidazoles is the acid sensitivity - which is in the end indispensable for their efficacy - of these active compounds, which is seen in their strong tendency to decompose in a neutral and, in particular, acidic environment, strongly colored decomposition products being formed.
- the International Patent Application W097/41114 describes a specific process for the preparation of magnesium salts of pyridin-2-ylmethylsulfinyl-1 H-benzimidazoles.
- the preparation of the magnesium salt of pantoprazoie is also described by way of example. According to the analysis data indicated, the salt prepared is pantoprazoie magnesium in anhydrous form. Description of the invention
- the dihydrate of the magnesium salt of pantoprazoie has very surprising stability properties which make it appear to be particularly suitable for use in solid or oral administration forms. It exhibits very considerably improved stability properties both in comparison with pantoprazoie itself and in comparison to pantoprazoie sodium sesquihydrate (the active compound form on the market since 1994, European Patent 0 589 981 ), or in comparison to pantoprazoie sodium monohydrate (the intermediate form used in the industrial preparation, European Patent 0 533 790).
- pantoprazoie magnesium dihydrate is completely stable for 4 days at 90°C and exhibits almost no discoloration or decomposition, while pantoprazoie sodium sesquihydrate and monohydrate turn brown-red in the same period with formation of considerable amounts of decomposition products.
- the invention thus relates to the dihydrate of the magnesium salt of pantoprazoie (pantoprazoie magnesium dihydrate).
- Pantoprazoie magnesium dihydrate can be employed for the treatment and prevention of all the diseases which are considered to be treatable or avoidable by the use of pyridin-2-ylmethylsulfinyl- 1 H-benzimidazoles.
- pantoprazoie magnesium dihydrate can be employed in the treatment of disorders of the stomach.
- pantoprazoie magnesium dihydrate On account of its solubility properties, possibilities of application for pantoprazoie magnesium dihydrate are conceivable for whose realization resort had to be made up to now to particular pharmaceutical preparations. Thus use of pantoprazoie magnesium dihydrate is particularly suitable, inter alia, where the active compound is to be released and absorbed over a relatively long period (see, for example, European Patent Application 0 841 903).
- pantoprazoie magnesium dihydrate is prepared in a manner known per se by reaction of pantoprazoie or a readily soluble pantoprazoie salt (e.g. pantoprazoie sodium) with a magnesium salt in water or in mixtures of water with polar organic solvents (e.g. alcohols, preferably ethanol or isopropanol, or ketones, for example acetone or butanone).
- a readily soluble pantoprazoie salt e.g. pantoprazoie sodium
- a magnesium salt e.g. pantoprazoie sodium
- polar organic solvents e.g. alcohols, preferably ethanol or isopropanol, or ketones, for example acetone or butanone.
- Suitable magnesium salts which can be employed according to the process are, for example, magnesium chloride, bromide, fluoride, iodide, formate, acetate, propionate, sulfate, gluconate or carbonate.
- Alkoxides of magnesium e.g. magnesium methoxide, ethoxide, (iso)propoxide, butoxide, hexoxide or phenoxide
- magnesium hydroxide can also be reacted with pantoprazoie or pantoprazoie sodium in aqueous medium.
- pantoprazoie Na sesquihydrate [sodium [5-[difluoromethoxy]-2-[[3,4-dimethoxy- 2-pyridinyl]methyl]sulfinyl]-1 H-benzimidazolide]sesquihydrate] are dissolved at 20-25°C in 38.5 1 of purified water in a stirring vessel.
- a solution of 1.0 kg (4.90 mol) of magnesium dichloride hexahydrate in 8 I of purified water is added with stirring at 20-30°C in the course of 3 to 4 h.
- the precipitated solid is centrifuged, washed with 23 I of purified water, stirred at 20-30°C for 1 to 2 h in 35 I of purified water, centrifuged again and washed again with 30-50 I of purified water.
- the solid product is dried at 50°C in vacuo (30-50 mbar) until a residual water content of ⁇ 4.8% is achieved. The product is then ground.
- the title compound is obtained as a white to beige powder, which is employed directly for further pharmaceutical processing.
- the title compound can be produced using mixtures of organic solvents with water.
- pantoprazoie Na sesquihydrate is dissolved in an organic solvent at 50-60°C.
- 0.5 mole equivalents of the magnesium salt e. g. magnesium chloride hexahydrate
- the solution is allowed to cool with stirring.
- the precipitated solid is filtered off, washed with the corresponding organic solvent and is dried in vacuo at 50°C to constant weight.
- the title compound is obtained as a colourless powder. Examples for different solvents are given in the following table 1.
- the title compound can be produced by reacting pantoprazoie with a basic magnesium salt, such as magnesium methylate, for example in the following manner: 90 g of pantoprazoie are dissolved in 700 ml of 2-propanol at 60-70°C. 13.4 g (0.5 moles) of solid magnesium methylate are added, the solution is allowed to cool with stirring and filtered. After addition of 36 ml of water the crystalline solid formed is filtered off, washed with water and dried in vacuo at 50°C to constant weight. The title compound of melting point 194-196°C (water content 4.8 %) is obtained as beige solid.
- a basic magnesium salt such as magnesium methylate
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicinal Preparation (AREA)
- Detergent Compositions (AREA)
- Manufacture And Refinement Of Metals (AREA)
- Drying Of Gases (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
Priority Applications (26)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
MXPA01001758A MXPA01001758A (es) | 1998-08-18 | 1999-08-12 | Nueva forma de sal de patnoprasol. |
AU55156/99A AU761715B2 (en) | 1998-08-18 | 1999-08-12 | Novel salt form of pantoprazole |
IL14132899A IL141328A0 (en) | 1998-08-18 | 1999-08-12 | Pantoprazole magnesium dihydrat |
HU0103257A HU226618B1 (en) | 1998-08-18 | 1999-08-12 | Dihidrate of the magnesium salt of pantoprazole and pharmaceutical compositions containing it |
MEP-847/08A ME00562A (en) | 1998-08-18 | 1999-08-12 | Novel salt form of pantoprazole |
PL345993A PL198801B1 (pl) | 1998-08-18 | 1999-08-12 | Nowa postać soli pantoprazolu |
IL14115799A IL141157A0 (en) | 1998-08-18 | 1999-08-12 | Salt form of pantoprazole and pharmaceutical compositions containing the same |
US09/762,303 US6410569B1 (en) | 1998-08-18 | 1999-08-12 | Salt form of pantoprazole |
EA200100208A EA004431B1 (ru) | 1998-08-18 | 1999-08-12 | Новая форма соли пантопразола, ее применение и лекарственное средство (варианты) |
EP99941605A EP1105386B1 (fr) | 1998-08-18 | 1999-08-12 | Nouvelle forme de sel de pantoprazole |
SI9930096T SI1105386T1 (en) | 1998-08-18 | 1999-08-12 | Novel salt form of pantoprazole |
DK99941605T DK1105386T3 (da) | 1998-08-18 | 1999-08-12 | Hidtil ukendt saltform af pantoprazol |
DE1999601840 DE122005000049I2 (de) | 1998-08-18 | 1999-08-12 | Neue Salzform von Pantoprazol |
CA002341031A CA2341031C (fr) | 1998-08-18 | 1999-08-12 | Forme de sel de pantoprazole |
BR9914288-0A BR9914288A (pt) | 1998-08-18 | 1999-08-12 | Forma de sal de pantoprazol |
SK236-2001A SK285105B6 (sk) | 1998-08-18 | 1999-08-12 | Dihydrát pantoprazolu horečnatého, farmaceutický prostriedok s jeho obsahom a jeho použitie |
EEP200100054A EE04278B1 (et) | 1998-08-18 | 1999-08-12 | Pantoprasoolmagneesiumdihüdraat, seda sisaldav ravim ja selle kasutamine |
AT99941605T ATE219074T1 (de) | 1998-08-18 | 1999-08-12 | Neue salzform von pantoprazol |
NZ509761A NZ509761A (en) | 1998-08-18 | 1999-08-12 | Pantoprazole magnesium dihydrate and pharmaceuticals thereof |
JP2000566268A JP2002523411A (ja) | 1998-08-18 | 1999-08-12 | パントプラゾールの新規の塩の形 |
DE69901840T DE69901840T2 (de) | 1998-08-18 | 1999-08-12 | Neue salzform von pantoprazol |
UA2001021133A UA58605C2 (uk) | 1998-08-18 | 1999-12-08 | Дигідрат пантопразолу магнію та лікарський засіб на його основі (варіанти) |
IL141157A IL141157A (en) | 1998-08-18 | 2001-01-29 | Pentoprazole Magnesium Dihydrate, Salt of Pentoprazole and Pharmaceuticals Containing It |
NO20010718A NO319782B1 (no) | 1998-08-18 | 2001-02-12 | Pantoprazol-magnesiumdihydrat, medikamenter inneholdende denne og anvendelsen derav |
HR20010117A HRP20010117B1 (en) | 1998-08-18 | 2001-02-16 | Novel salt form of pantoprazole |
HK01108172A HK1037616A1 (en) | 1998-08-18 | 2001-11-20 | Novel salt form of pantoprazole |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19843413A DE19843413C1 (de) | 1998-08-18 | 1998-08-18 | Neue Salzform von Pantoprazol |
DE19843413.8 | 1998-08-18 |
Related Child Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US09/762,303 A-371-Of-International US6410569B1 (en) | 1998-08-18 | 1999-08-12 | Salt form of pantoprazole |
US10/135,528 Continuation US6686379B2 (en) | 1998-08-18 | 2002-05-01 | Salt form of pantoprazole |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2000010995A1 true WO2000010995A1 (fr) | 2000-03-02 |
Family
ID=7881823
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1999/005928 WO2000010995A1 (fr) | 1998-08-18 | 1999-08-12 | Nouvelle forme de sel de pantoprazole |
Country Status (33)
Country | Link |
---|---|
US (2) | US6410569B1 (fr) |
EP (1) | EP1105386B1 (fr) |
JP (1) | JP2002523411A (fr) |
KR (1) | KR100657835B1 (fr) |
CN (1) | CN1146558C (fr) |
AT (1) | ATE219074T1 (fr) |
AU (1) | AU761715B2 (fr) |
BG (1) | BG65255B1 (fr) |
BR (1) | BR9914288A (fr) |
CA (1) | CA2341031C (fr) |
CZ (1) | CZ293734B6 (fr) |
DE (3) | DE19843413C1 (fr) |
DK (1) | DK1105386T3 (fr) |
EA (1) | EA004431B1 (fr) |
EE (1) | EE04278B1 (fr) |
ES (1) | ES2178896T3 (fr) |
HK (1) | HK1037616A1 (fr) |
HR (1) | HRP20010117B1 (fr) |
HU (1) | HU226618B1 (fr) |
IL (3) | IL141328A0 (fr) |
ME (1) | ME00562A (fr) |
MX (1) | MXPA01001758A (fr) |
NO (1) | NO319782B1 (fr) |
NZ (1) | NZ509761A (fr) |
PL (1) | PL198801B1 (fr) |
PT (1) | PT1105386E (fr) |
RS (1) | RS50071B (fr) |
SI (1) | SI1105386T1 (fr) |
SK (1) | SK285105B6 (fr) |
TR (1) | TR200100287T2 (fr) |
UA (1) | UA58605C2 (fr) |
WO (1) | WO2000010995A1 (fr) |
ZA (1) | ZA200100934B (fr) |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004013126A1 (fr) * | 2002-07-29 | 2004-02-12 | Altana Pharma Ag | Sel de (s)-pantoprazole et ses hydrates |
WO2005012289A1 (fr) * | 2003-07-17 | 2005-02-10 | Altana Pharma Ag | Nouveau sel de (r) - pantoprazole |
WO2005074898A2 (fr) * | 2004-01-28 | 2005-08-18 | Altana Pharma Ag | Nouvelle combinaison pour le traitement d'helicobacter pylori |
WO2005074929A2 (fr) * | 2004-01-28 | 2005-08-18 | Altana Pharma Ag | Nouveaux sels de pantoprazole et de (s)-pantoprazole |
WO2005077936A1 (fr) * | 2004-02-11 | 2005-08-25 | Ulkar Kimya Sanayii Ve Ticaret A.S. | Sulfoxydes pyridine benzimidazole d'une grande purete |
WO2005082888A1 (fr) * | 2004-03-01 | 2005-09-09 | Milen Merkez Ilac Endustrisi A.S. | Procede de preparation d'un sel magnesique d'omeprazole |
US7351723B2 (en) * | 2000-11-22 | 2008-04-01 | Nycomed Gmbh | Freeze-dried pantoprazole preparation and pantoprazole injection |
WO2008057559A1 (fr) * | 2006-11-06 | 2008-05-15 | Teva Pharmaceutical Industries Ltd. | Procédés de préparation de pantoprazole magnésium sensiblement pur |
AU2004237363B2 (en) * | 2003-05-08 | 2009-12-10 | Takeda Gmbh | Dosage form containing pantoprazole as active ingredient |
AU2004237364B2 (en) * | 2003-05-08 | 2010-02-18 | Takeda Gmbh | Dosage form containing (S)-pantoprazole as active ingredient |
US7683177B2 (en) | 2003-06-10 | 2010-03-23 | Teva Pharmaceutical Industries Ltd | Process for preparing 2-[(pyridinyl)methyl]sulfinyl-substituted benzimidazoles and novel chlorinated derivatives of pantoprazole |
US7915423B2 (en) | 2002-12-19 | 2011-03-29 | Teva Pharmaceutical Industries, Ltd. | Solid states of pantoprazole sodium, processes for preparing them and processes for preparing known pantoprazole sodium hydrates |
DE10234617B4 (de) * | 2002-07-29 | 2013-04-04 | Nycomed Gmbh | Neues Salz von (S)-Pantoprazol |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19843413C1 (de) * | 1998-08-18 | 2000-03-30 | Byk Gulden Lomberg Chem Fab | Neue Salzform von Pantoprazol |
CA2524268A1 (fr) * | 2003-05-06 | 2004-11-18 | Altana Pharma Ag | Agents pour le traitement de troubles du bas-ventre |
WO2004100949A2 (fr) * | 2003-05-19 | 2004-11-25 | Pliva-Istrazivanje I Razvoj D.O.O. | Nouvelles formes a l'etat solide de complexes eau/sodium de 5-(difluoromethoxy)-2-[[3,4-dimethoxy-2-pyridinyl)methyl]sulfinyl]-1h-benzimidazole |
CN100457104C (zh) * | 2003-07-23 | 2009-02-04 | 尼科梅德有限责任公司 | 质子泵抑制剂的碱性盐 |
ATE386522T1 (de) * | 2003-07-23 | 2008-03-15 | Nycomed Gmbh | Alkalisalze von protonenpumpen-hemmern |
WO2005074931A1 (fr) * | 2004-01-28 | 2005-08-18 | Altana Pharma Ag | Produits composes pharmaceutiques comprenant (s)-pantoprazole |
WO2005074932A1 (fr) * | 2004-01-28 | 2005-08-18 | Altana Pharma Ag | Utilisation de (s)-pantoprazole magnesium pour le traitement de troubles des voies respiratoires |
WO2005074930A1 (fr) * | 2004-01-28 | 2005-08-18 | Altana Pharma Ag | Combinaisons pharmaceutiques de (s) -pantoprazole avec nsaid ou des corticosteroides |
WO2005107721A2 (fr) * | 2004-05-07 | 2005-11-17 | Altana Pharma Ag | Forme galenique pharmaceutique et procede de fabrication de celle-ci |
WO2007041790A1 (fr) * | 2005-10-14 | 2007-04-19 | Jon Pty Limited | Sels d'inhibiteurs de la pompe à protons et procédé servant à préparer ceux-ci |
US20080139623A1 (en) | 2006-06-12 | 2008-06-12 | Lilach Hedvati | Amorphous and crystalline forms of pantoprazole magnesium salt |
EP3187494A1 (fr) * | 2015-12-30 | 2017-07-05 | KRKA, tovarna zdravil, d.d., Novo mesto | Procede de preparation de pantoprazole sodium sesquihdrate |
SI3397630T1 (sl) * | 2015-12-30 | 2021-11-30 | Krka, tovarna zdravil, d.d., Novo mesto, | Postoek za pripravo natrijevega pantoprazolata seskvihidrata |
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EP0166287A1 (fr) * | 1984-06-16 | 1986-01-02 | Byk Gulden Lomberg Chemische Fabrik GmbH | Dialcoxypyridines, procédé pour leur préparation, leur application et médicaments les contenant |
WO1991019710A1 (fr) * | 1990-06-11 | 1991-12-26 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Nouvelle forme de sel |
WO1995001977A1 (fr) * | 1993-07-09 | 1995-01-19 | Astra Aktiebolag | Omeprazole de magnesium |
EP0589981B1 (fr) * | 1991-06-17 | 1996-10-23 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Formes de presentation d'un medicament contenant du pantoprazol et administre par voie orale |
WO1997041114A1 (fr) * | 1996-04-26 | 1997-11-06 | Astra Aktiebolag | Procede de preparation d'un sel de magnesium d'un heterocycle sulfinyl substitue |
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SE7804231L (sv) * | 1978-04-14 | 1979-10-15 | Haessle Ab | Magsyrasekretionsmedel |
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1999
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- 1999-08-12 KR KR1020017001911A patent/KR100657835B1/ko not_active Expired - Lifetime
- 1999-08-12 DE DE69901840T patent/DE69901840T2/de not_active Expired - Lifetime
- 1999-08-12 NZ NZ509761A patent/NZ509761A/en not_active IP Right Cessation
- 1999-08-12 DE DE1999601840 patent/DE122005000049I2/de active Active
- 1999-08-12 WO PCT/EP1999/005928 patent/WO2000010995A1/fr active IP Right Grant
- 1999-08-12 PL PL345993A patent/PL198801B1/pl unknown
- 1999-08-12 EE EEP200100054A patent/EE04278B1/xx unknown
- 1999-08-12 MX MXPA01001758A patent/MXPA01001758A/es active IP Right Grant
- 1999-08-12 ES ES99941605T patent/ES2178896T3/es not_active Expired - Lifetime
- 1999-08-12 AT AT99941605T patent/ATE219074T1/de active
- 1999-08-12 PT PT99941605T patent/PT1105386E/pt unknown
- 1999-08-12 IL IL14132899A patent/IL141328A0/xx unknown
- 1999-08-12 IL IL14115799A patent/IL141157A0/xx active IP Right Grant
- 1999-08-12 CZ CZ2001621A patent/CZ293734B6/cs not_active IP Right Cessation
- 1999-08-12 ME MEP-847/08A patent/ME00562A/xx unknown
- 1999-08-12 US US09/762,303 patent/US6410569B1/en not_active Expired - Lifetime
- 1999-08-12 EA EA200100208A patent/EA004431B1/ru not_active IP Right Cessation
- 1999-08-12 TR TR2001/00287T patent/TR200100287T2/xx unknown
- 1999-08-12 CA CA002341031A patent/CA2341031C/fr not_active Expired - Lifetime
- 1999-08-12 AU AU55156/99A patent/AU761715B2/en not_active Ceased
- 1999-08-12 DK DK99941605T patent/DK1105386T3/da active
- 1999-08-12 BR BR9914288-0A patent/BR9914288A/pt not_active Application Discontinuation
- 1999-08-12 JP JP2000566268A patent/JP2002523411A/ja active Pending
- 1999-08-12 SK SK236-2001A patent/SK285105B6/sk not_active IP Right Cessation
- 1999-08-12 RS YUP-113/01A patent/RS50071B/sr unknown
- 1999-08-12 HU HU0103257A patent/HU226618B1/hu not_active IP Right Cessation
- 1999-08-12 CN CNB998098000A patent/CN1146558C/zh not_active Expired - Fee Related
- 1999-08-12 EP EP99941605A patent/EP1105386B1/fr not_active Expired - Lifetime
- 1999-12-08 UA UA2001021133A patent/UA58605C2/uk unknown
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2001
- 2001-01-23 BG BG105173A patent/BG65255B1/bg unknown
- 2001-01-29 IL IL141157A patent/IL141157A/en not_active IP Right Cessation
- 2001-02-02 ZA ZA200100934A patent/ZA200100934B/en unknown
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- 2001-02-16 HR HR20010117A patent/HRP20010117B1/xx not_active IP Right Cessation
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Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
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US8754108B2 (en) | 2000-11-22 | 2014-06-17 | Takeda, GmbH | Freeze-dried pantoprazole preparation and pantoprazole injection |
US7351723B2 (en) * | 2000-11-22 | 2008-04-01 | Nycomed Gmbh | Freeze-dried pantoprazole preparation and pantoprazole injection |
CN1312150C (zh) * | 2002-07-29 | 2007-04-25 | 艾塔那法玛公司 | (s)-泛托派唑镁水合物及其药物和用途 |
DE10234617B4 (de) * | 2002-07-29 | 2013-04-04 | Nycomed Gmbh | Neues Salz von (S)-Pantoprazol |
US7629361B2 (en) | 2002-07-29 | 2009-12-08 | Nycomed Gmbh | Salt of (S)-pantoprazole and its hydrates |
WO2004013126A1 (fr) * | 2002-07-29 | 2004-02-12 | Altana Pharma Ag | Sel de (s)-pantoprazole et ses hydrates |
US7915423B2 (en) | 2002-12-19 | 2011-03-29 | Teva Pharmaceutical Industries, Ltd. | Solid states of pantoprazole sodium, processes for preparing them and processes for preparing known pantoprazole sodium hydrates |
AU2004237364B2 (en) * | 2003-05-08 | 2010-02-18 | Takeda Gmbh | Dosage form containing (S)-pantoprazole as active ingredient |
US8758817B2 (en) | 2003-05-08 | 2014-06-24 | Takeda Gmbh | Dosage form containing (S)-pantoprazole as active ingredient |
AU2004237363B2 (en) * | 2003-05-08 | 2009-12-10 | Takeda Gmbh | Dosage form containing pantoprazole as active ingredient |
EP2316454A1 (fr) | 2003-05-08 | 2011-05-04 | Nycomed GmbH | Forme posologique contenant du pantoprazole comme agent actif |
AU2010200905B2 (en) * | 2003-05-08 | 2012-04-05 | Takeda Gmbh | Dosage form containing pantoprazole as active ingredient |
US8703192B2 (en) | 2003-05-08 | 2014-04-22 | Takeda Gmbh | Dosage form containing pantoprazole as active ingredient |
US7683177B2 (en) | 2003-06-10 | 2010-03-23 | Teva Pharmaceutical Industries Ltd | Process for preparing 2-[(pyridinyl)methyl]sulfinyl-substituted benzimidazoles and novel chlorinated derivatives of pantoprazole |
WO2005012289A1 (fr) * | 2003-07-17 | 2005-02-10 | Altana Pharma Ag | Nouveau sel de (r) - pantoprazole |
WO2005074929A3 (fr) * | 2004-01-28 | 2005-10-06 | Altana Pharma Ag | Nouveaux sels de pantoprazole et de (s)-pantoprazole |
WO2005074929A2 (fr) * | 2004-01-28 | 2005-08-18 | Altana Pharma Ag | Nouveaux sels de pantoprazole et de (s)-pantoprazole |
WO2005074898A3 (fr) * | 2004-01-28 | 2006-07-27 | Altana Pharma Ag | Nouvelle combinaison pour le traitement d'helicobacter pylori |
WO2005074898A2 (fr) * | 2004-01-28 | 2005-08-18 | Altana Pharma Ag | Nouvelle combinaison pour le traitement d'helicobacter pylori |
WO2005077936A1 (fr) * | 2004-02-11 | 2005-08-25 | Ulkar Kimya Sanayii Ve Ticaret A.S. | Sulfoxydes pyridine benzimidazole d'une grande purete |
WO2005082888A1 (fr) * | 2004-03-01 | 2005-09-09 | Milen Merkez Ilac Endustrisi A.S. | Procede de preparation d'un sel magnesique d'omeprazole |
WO2008057559A1 (fr) * | 2006-11-06 | 2008-05-15 | Teva Pharmaceutical Industries Ltd. | Procédés de préparation de pantoprazole magnésium sensiblement pur |
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